Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed.
Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details.
Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space.
Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place.
The kitchen is beautifully appointed with paneled appliances, a Thermador chef’s range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room.
This home doesn’t miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area’s beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.
Situated on a 0.25-acre lot, a private courtyard welcomes you through a solid wood arched gate and along a slate pathway to the front door. Cedar shake detailing, a block wall surrounding the property, and classic architectural elements add to the style and charm of this Hamptons-inspired home. The residence features five bedrooms and five-and-a-half baths, including a first-floor primary suite and a dedicated guest house. Spanning 4,018 square feet, the home offers a thoughtfully designed floor plan with the primary suite on the first floor, while additional bedrooms and flexible living space are located upstairs. The guest house includes two ensuite bedrooms and a living room with vaulted ceilings and exposed wood beam details.
Inside, a generous foyer welcomes you, where neutral-hued pine floors anchor the home and set a warm, inviting tone. Volume ceilings enhance the open floor plan, while an architectural skylight with transom windows floods the living room with natural light. A wall of custom built-in storage ensures everything has its place. The transition to the dining room is framed by backlit glass built-ins, while the centerpiece is a custom buffet accented by designer wall coverings and elegant lighting, creating a truly stunning entertaining space.
Glass doors open to a covered lanai with tongue and groove ceiling a summer kitchen with pellet grill and bar seating, all overlooking the sparkling pool. A turf grass surround minimizes maintenance while providing year-round beauty. The lanai connects to separate guest house featuring 2 ensuite bedrooms and living space. The center courtyard is intimate, offering incredible privacy for this special place.
The kitchen is beautifully appointed with paneled appliances, a Thermador chef’s range with pot filler, and a stunning marble center island with counter seating. A butcher block work surface provides additional prep space, while a floor-to-ceiling wall of paneled cabinetry maximizes storage and organization. A breezeway drop zone with a built-in desk creates a functional everyday workspace, complemented by a separate laundry room.
This home doesn’t miss a beat. With an exceptional location, thoughtfully considered design, and award-winning builder, it offers the very best of Winter Park living. Zoned for Audubon K–8 and Winter Park High School, nationally recognized for its International Baccalaureate program, the home is just minutes from Rollins College, downtown Orlando, Park Avenue, and the area’s beautiful parks. This exceptional property perfectly captures the timeless lifestyle that makes Winter Park so special.
Property Details
Price:
$3,395,000
MLS #:
O6437722
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
FOREST HILLS
Neighborhood:
32789winterpark
Listed Date:
Sep 10, 2026
Finished Sq Ft:
4,015
Total Sq Ft:
4,959
Lot Size:
11,159 sqft / 0.26 acres (approx)
Year Built:
2017
See this Listing
Schools
Elementary School:
Audubon Park K8
Middle School:
Audubon Park K-8
High School:
Winter Park High
Interior
Appliances
Dishwasher, Disposal, Dryer, Range, Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood
Heating
Central
Interior Features
High Ceilings, Living Room/Dining Room Combo
Laundry Features
Inside
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block, HardiPlank Type
Covered Spaces
2
Direction Faces
North
Exterior Features
Courtyard, Lighting, Outdoor Grill
Fencing
Masonry, Other
Garage Spaces
2
Patio And Porch Features
Covered, Rear Porch
Roof
Shingle
Financial
Tax Year
2025
Taxes
$18,901
Map
Community
- Address160 W ROCKWOOD WAY WINTER PARK FL
- SubdivisionFOREST HILLS
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Single Family in WINTER PARK as of Oct 18, 2026
281
Single Family Listed
83
Avg DOM
476
Avg $ / SqFt
$1,330,538
Avg List Price
Property Summary
- Located in the FOREST HILLS subdivision, 160 W ROCKWOOD WAY WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $3,395,000 and features 5 beds, 6 baths, and has approximately 4,015 square feet of living space, and was originally constructed in 2017. The current price per square foot is $846. The average price per square foot for Single Family listings in WINTER PARK is $476. The average listing price for Single Family in WINTER PARK is $1,330,538. To schedule a showing of MLS#o6437722 at 160 W ROCKWOOD WAY in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of PREMIER SOTHEBY’S INTL. REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 160 W ROCKWOOD WAY
WINTER PARK, FL
